Father Sissy Stories

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Orientation
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Infinite Scroll

Brianna Finds a Father Figure

by Sissy_Sammi_ on Dec 31, 2017
Transsexuals & Crossdressers

Brian was an eighteen year old nobody with short blonde hair, pale white skin, and soft blue eyes. He stood at five feet eight inches and lived with his mother. He liked his old school, but when his mother got a transfer he was forced away from his home town. They moved into a small town in Colorado, into a small two bedroom home in a nice suburb. Brian was...

Sissy_World 02

by JDBones on Sep 14, 2017
Transsexuals & Crossdressers

John Maxwell hummed under his breath as he wiped down the counter tops of the kitchen, cleaning up before his Husband got home. Dinner was ready and waiting on the stove for her whenever she got home from work. He was petite, standing at four foot five, and slender though lightly toned. He had long ash blond hair that fell past his well rounded, juicy ass a...

House Rules Pt. 02

by GavinNuisance on Mar 16, 2020
Transgender & Crossdressers

Terry laid naked on Lana's couch, face down with his ass sticking up. Her cum had dried. Drowsy, and still a bit tired, Terry began to move, and stretched as he adjusted his eyes to light. He noticed the sun was setting and he was clearly there for at least a few hours. He rubbed his eyes, but noticed a peculiar feeling in his backside. "What the fuck?" He...

What If You are the Whirlwind? Ch. 02

by Sublissimal on Jan 23, 2019
Non-Erotic

"Imagine for a moment, if you would A life that's not defined in bad and good But chained instead with shameful aching need To eat the fruit and try to hide the seed." ___ Rayna ___ Rayna's bare feet pound the hard-packed dirt as she runs for the hidden safety of the trees. At least the shoes are in hand. She had to take them off when she started running...

My Master

by SissyKaty on Mar 26, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** I pulled into the driveway to my house and I was disappointed to see my future mother-in-law's car in the driveway. "Oh great" I think sarcastically. I'm not looking forward to interacting with her so soon after getting off work. I had just come from a long day working in IT for...

Sissy Boy Secretary Ch. 09

by Hotenuf4u on Sep 19, 2017
Fetish

Elaine had enlisted the help of her neighbor's daughter, Tammy, to help in obtaining a big business edge for her company, now it was Tammy requesting her help. Tammy's mother was divorced from her husband after an unfortunate chain of events, some of which were Tammy's fault. It seems that Tammy's father was quite a jealous man when it came to her Mother, he...

Dry Valley Ch. 11

by jushorny on Sep 12, 2017
Chain Stories

Mitch kissed his mom goodbye and drove off to his place to clean up, the oil change and fence repairs having covered his body dirt and sweat. On the way home he schemed ways to best to convince Jess to stay in Dry Valley. He knew it wouldn't be an easy, most likely taking the entire six day limit imposed on by Jess or possibly longer. Once home, he headed...

Proud To Be A Sissy Ch. 03

by Kary_M on Sep 11, 2017
Transsexuals & Crossdressers

I woke Monday morning actually looking forward to what the day may hold and feeling good about myself. I felt like I was a different person and as I thought about it realized that in a few ways I was. I laid in bed thinking I did have a little better understanding of my sexuality now that was so confusing just a week before. For a long time now I have known...

The Whore Wife, Sissy CD Husband

by MILF4black on Jul 27, 2020
Transgender & Crossdressers

This story is completely fictional. All characters in the story are over eighteen. Prologue: The Whore wife, Sissy CD Husband "That's it, you little sissy whore, suck that cock." Jennifer told her husband as his head bobbed up and down on the strap on dildo Jennifer was wearing. Her husband, Patrick, lifted his head and the seven inch fake penis slid out...

Black Cuckolding In Montreal

by Samuelx on Sep 11, 2017
Interracial Love

Never say never, I guess that's what the moral of the story is. When my husband Benjamin "Benny" LaCroix told me that he wanted me to cuckold him, I think my jaw hit the floor. Benny is six-foot-one, lean and muscular, with dark brown skin, curly Black hair and lime-green eyes. My darling husband is biracial, born in the City of Montreal to a French Canadian...